6216-61-1

Usage

Uses

Used in Pharmaceutical Industry:
(S)-Benzyl 1-hydroxy-4-Methylpentan-2-ylcarbaMate is used as a pharmaceutical ingredient for its potential biological activities. The carbamate structure and benzyl group may contribute to its effectiveness in various therapeutic applications.
Used in Drug Synthesis:
(S)-benzyl 1-hydroxy-4-Methylpentan-2-ylcarbaMate can also be utilized as a starting material for the synthesis of new drugs. Its unique structure may provide a foundation for the development of novel pharmaceuticals with specific therapeutic targets.
Further research and experimentation are necessary to fully comprehend the properties and potential applications of (S)-benzyl 1-hydroxy-4-Methylpentan-2-ylcarbaMate, as its current understanding is based on its structural features and the known activities of similar compounds.

Upstream product

• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 24123-12-4 1-(benzyloxycarbonyl)-3-methylimidazolium chloride 
• 3397-35-1 Z-L-leucine hydroxysuccinimide ester 
• 1235475-86-1 C₁₆H₂₃NO₄ 
• 125814-24-6 Z-Leu-NCA 
• 70853-26-8 N-carbobenzoxy-L-leucinal 
• 501-53-1 benzyl chloroformate 
• 148854-04-0 (C₈H₇O₂)(NHCHCOO)(CH₂C₃H₇)(CO₂C₂H₅) 
• 102123-80-8 C₁₉H₂₇NO₆ 
• 51021-87-5 N-benzyloxycarbonyl-L-leucine methyl ester 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 2743-40-0 L-leucine ethyl ester hydrochloride 
• 61-90-5 L-leucine 
• 2018-66-8 Z-Leu-OH 

Downstream Products

• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 228557-24-2 benzyl N-[1-(azidomethyl)-3-methylbutyl]carbamate 
• 1258407-27-0 Z-LeuψCH₂I 
• 1169199-23-8 Cbz-Leu-ψ[CH2SO2]-F 
• 1300858-67-6 C₁₄H₂₁NO₅S 
• 1300689-97-7 Boc-Phe-Leu-ψ[CH2SO2]-F 
• 1638689-30-1 C₁₇H₂₂N₄O₄ 
• 1638689-58-3 C₂₆H₃₁N₅O₅ 
• 228557-26-4 benzyl N-[1-(aminomethyl)-3-methyl-butyl]carbamate 
• 237765-29-6 benzyl (S)-[1-(hydroxyimino)-4-methylpentan-2-yl]carbamate 
• 111060-53-8 (S)-2-(N,N-dibenzylamino)-4-methyl-1-pentanol 
• 111060-65-2 (S)-2-(dibenzylamino)-4-methylpentanal 
• 111085-50-8 (2R,3S)-3-(dibenzylamino)-5-methylhexan-2-ol 
• 111060-90-3 (2S,3S)-3-(dibenzylamino)-5-methylhexan-2-ol 

Relevant academic research and scientific papers

SuFExable Isocyanides for Ugi Reaction: Synthesis of Sulfonyl Fluoro Peptides

Herein, the sulfonyl fluoro isocyanides were first developed as a new type of SuFExable synthon, and they are used as building blocks in the Ugi reaction (U-4CR). The Ugi reaction was established and the substrate scope was investigated, and various sulfonyl fluoro α-amino amides and peptides could be reached in a one-step synthesis. Therefore, this protocol opens a new vision for SuFExable building blocks and click chemistry, and it also provides a distinct approach to sulfonyl fluoro peptides.

Novel sulfonamide-based carbamates as selective inhibitors of bche

A series of 14 target benzyl [2-(arylsulfamoyl)-1-substituted-ethyl]carbamates was prepared by multi-step synthesis and characterized. All the final compounds were tested for their abil-ity to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase

Staudinger/aza-Wittig reaction to access Nβ-protected amino alkyl isothiocyanates

A unified approach to access Nβ-protected amino alkyl isothiocyanates using Nβ-protected amino alkyl azides through a general strategy of Staudinger/aza-Wittig reaction is described. The type of protocol used to access isothiocyanates depends on the availability of precursors and also, especially in the amino acid chemistry, on the behavior of other labile groups towards the reagents used in the protocols; fortunately, we were not concerned about both these factors as precursor-azides were prepared easily by standard protocols, and the present protocol can pave the way for accessing title compounds without affecting Boc, Cbz and Fmoc protecting groups, and benzyl and tertiary butyl groups in the side chains. The present strategy eliminates the need for the use of amines to obtain title compounds and thus, this method is step-economical; additional advantages include retention of chirality, convenient handling and easy purification. A few hitherto unreported compounds were also prepared, and all final compounds were completely characterized by IR, mass, optical rotation, and 1H and 13C NMR studies.

A Simple, efficient, Catalyst-Free and Solvent-Less Microwave-Assisted process for N-Cbz Protection of Several amines

A simple, green and chemo-selective method for the N-benzyloxycarbonylation of amines, β-amino alcohols, α-amino esters and sulfonamides has been developed under microwave irradiation. Good to excellent yields of the N-benzyloxy-carbamates compounds were obtained in short times without any side products.

Synthesis and evaluation of chirally defined side chain variants of 7-chloro-4-aminoquinoline to overcome drug resistance in malaria chemotherapy

A novel 4-aminoquinoline derivative [(S)-7-chloro-N-(4-methyl-1-(4-methyl-piperazin-1-yl)pentan-2-yl)-quinolin-4-amine triphosphate] exhibiting curative activity against chloroquine-resistant malaria parasites has been identified for preclinical development as a blood schizonticidal agent. The lead molecule selected after detailed structure-activity relationship (SAR) studies has good solid-state properties and promising activity against in vitro and in vivo experimental malaria models. The in vitro absorption, distribution, metabolism, and excretion (ADME) parameters indicate a favorable drug-like profile.

Discovery of (S)-4-isobutyloxazolidin-2-one as a novel leucyl-tRNA synthetase (LRS)-targeted mTORC1 inhibitor

A series of leucinol analogs were investigated as leucyl-tRNA synthetase-targeted mTORC1 inhibitors. Among them, compound 5, (S)-4-isobutyloxazolidin-2-one, showed the most potent inhibition on the mTORC1 pathway in a concentration-dependent manner. Compound 5 inhibited downstream phosphorylation of mTORC1 by blocking leucine-sensing ability of LRS, without affecting the catalytic activity of LRS. In addition, compound 5 exhibited cytotoxicity against rapamycin-resistant colon cancer cells, suggesting that LRS has the potential to serve as a novel therapeutic target.

Solution phase synthetic approach to fellutamide B

Abstract A convenient solution phase approach for the synthesis of fellutamide B with efficient purification techniques has been demonstrated on the molecule for the first time. The strategy involves the use of natural amino acids as starting materials and classical peptide coupling reactions. The synthesis has been achieved in 10 steps with overall yield of 26.7% making the synthesis facile.

Selective inhibition of the immunoproteasome by ligand-induced crosslinking of the active site

The concept of proteasome inhibition ranks among the latest achievements in the treatment of blood cancer and represents a promising strategy for modulating autoimmune diseases. In this study, we describe peptidic sulfonyl fluoride inhibitors that selecti

Synthesis of Nα-Z protected amino alkyl triazole acids and their application to neo-glycopeptides synthesis

The synthesis of triazole linked glycopeptides employing 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) mediated coupling of Z-protected triazole acids with glycosyl amines and amino acid esters is described. The coupling proceeded smoothly at room temperat

Hydrodehalogenation of alkyl iodides with base-mediated hydrogenation and catalytic transfer hydrogenation: Application to the asymmetric synthesis of N-protected α-methylamines

We report a very mild synthesis of N-protected α-methylamines from the corresponding amino acids. Carboxyl groups of amino acids are reduced to iodomethyl groups via hydroxymethyl intermediates. Reductive deiodination to methyl groups is achieved by hydrogenation or catalytic transfer hydrogenation under alkaline conditions. Basic hydrodehalogenation is selective for the iodomethyl group over hydrogenolysis-labile protecting groups, such as benzyloxycarbonyl, benzyl ester, benzyl ether, and 9-fluorenyloxymethyl, thus allowing the conversion of virtually any protected amino acid into the corresponding N-protected α-methylamine.